Name: Ursolic Acid
Brand: MM

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About This Item

Empirical Formula (Hill Notation):

C₃₀H₄₈O₃

CAS Number:

77-52-1

Molecular Weight:

456.70

MDL number:

MFCD00009621

UNSPSC Code:

12352211

NACRES:

NA.77

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Quality Level

100

Assay

≥90% (GC)

form

powder

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze
protect from light

color

white

solubility

DMF: 50 mg/mL
DMSO: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

O[C@@H]1C([C@H]2[C@@]([C@@H]3[C@]([C@@]4(CC[C@@]5([C@@H]([C@H]([C@@H](CC5)C)C)C4=CC3)C(=O)O)C)(CC2)C)(CC1)C)(C)C

InChI

1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1

InChI key

WCGUUGGRBIKTOS-GPOJBZKASA-N

General description

A cell-permeable plant-derived pentacyclic triterpene acid that displays anti-inflammatory, immunomodulatory, and antitumor activities. Shown to inhibit the phosphatase activity of SHP2, PTP1B, and TCPTP (IC₅₀ = 2.73, 3.08 and 3.33 µM, respectively) as well as induce IR autophosphorylation independent of its phosphatase inhibitory activity. Ursolic acid is also reported to inhibit NF-κB and STAT3 pathway activation in cancer cultures, resulting in enhanced sensitivity to chemotherapy agents and apoptotic cell death.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Li, Y., et al. 2010. Int. J. Cancer127, 462.
Pathak, A.K., et al. 2007. Mol. Cancer Res.5, 943.
Jung, S.H., et al. 2007. Biochem. J.403, 243.
Zhang, W., et al. 2006. Biochim. Biophys. Acta1760, 1505.
Shishodia, S., et al. 2003. Cancer Res.63, 4375.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

580.5 °F

Flash Point(C)

304.7 °C

Certificates of Analysis (COA)

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